2H-环戊二烯并[b]吡啶-2-酮,八氢-4-甲基-,[4S-(4-α-,4a-bta-,7a-bta-)]-(9CI) | 179913-89-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉类
• 中文名称: 2H-环戊二烯并[b]吡啶-2-酮,八氢-4-甲基-,[4S-(4-α-,4a-bta-,7a-bta-)]-(9CI)
• 英文名称: (4S,4aS,7aS)-4-Methyl-octahydro-[1]pyrindin-2-one
• 英文别名: (4S,4aS,7aS)-4-methyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[b]pyridin-2-one
• CAS: 179913-89-4
• 化学式: C₉H₁₅NO
• 分子量: 153.224
• InChiKey: UCNVOINPMLZMOV-FXQIFTODSA-N

物化性质

• 沸点：
  307.7±11.0 °C(Predicted)
• 密度：
  1.000±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2H-环戊二烯并[b]吡啶-2-酮,八氢-4-甲基-,[4S-(4-α-,4a-bta-,7a-bta-)]-(9CI) 在 氯化铵 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (4S,4aS,7aS)-4-Methyl-octahydro-[1]pyrindin-2-ylideneamine
  参考文献：
  名称：

  Bicyclic amidine inhibitors of nitric oxide synthase: discovery of perhydro-iminopyrindine and perhydro-iminoquinoline as potent, orally active inhibitors of inducible nitric oxide synthase

  摘要：

  Syntheses and nitric oxide synthase inhibitory activity of cyclic amidines containing 5,6- 6,6- and 7,6-fused systems are described. X-ray structure determination facilitated the assignment of the stereochemistry of the most active compounds perhydro-2-iminoisoquinoline (8a) and perhydro-2-iminopyrindine (10a). Both 8a and 10a are very potent inhibitors of NOS, with excellent selectivity over eNOS and they are orally active in rats with long duration suitable for once or twice a day dosing. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.067
• 作为产物：
  描述：

  4-甲基-1,5,6,7-四氢-2H-环戊并[b]-吡啶-2-酮 在 platinum(IV) oxide 氢气 、 溶剂黄146 作用下， 生成 β-羟基丙基-环糊精 、 2H-环戊二烯并[b]吡啶-2-酮,八氢-4-甲基-,[4S-(4-α-,4a-bta-,7a-bta-)]-(9CI)
  参考文献：
  名称：

  Bicyclic amidine inhibitors of nitric oxide synthase: discovery of perhydro-iminopyrindine and perhydro-iminoquinoline as potent, orally active inhibitors of inducible nitric oxide synthase

  摘要：

  Syntheses and nitric oxide synthase inhibitory activity of cyclic amidines containing 5,6- 6,6- and 7,6-fused systems are described. X-ray structure determination facilitated the assignment of the stereochemistry of the most active compounds perhydro-2-iminoisoquinoline (8a) and perhydro-2-iminopyrindine (10a). Both 8a and 10a are very potent inhibitors of NOS, with excellent selectivity over eNOS and they are orally active in rats with long duration suitable for once or twice a day dosing. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.067